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四肤菌素和相关聚酮类化合物的启示:1,5-多元醇合成的新方法和策略。

Inspirations from tetrafibricin and related polyketides: new methods and strategies for 1,5-polyol synthesis.

机构信息

Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.

出版信息

Nat Prod Rep. 2020 Sep 23;37(9):1229-1261. doi: 10.1039/c9np00070d.

Abstract

Covering: up to 2019 Selective synthesis with control of remote stereogenic centers has long been a challenge in organic chemistry. In recent years the interest in this topic has been energized by isolation and synthetic studies of tetrafibricin and other natural products containing 1,5-polyols, such as amphidinol 3, marinomycins, and caylobolide. Here we discuss recent developments in 1,5-polyol synthesis, including an overview of selected bioactive natural products in this class and examples of new synthetic methodologies and strategies dedicated to remote stereocontrol in these structures. To illustrate in greater depth, we review several instructive examples of how these innovations have been applied in synthetic studies on tetrafibricin.

摘要

涵盖

截至 2019 年 具有远程手性中心控制的选择性合成一直是有机化学中的一个挑战。近年来,人们对含有 1,5-多元醇的四纤维菌素和其他天然产物(如 Amphidinol 3、Marinomycins 和 Caylobolide)的分离和合成研究产生了兴趣,这使得该主题的研究变得活跃起来。在这里,我们讨论了 1,5-多元醇合成的最新进展,包括该类生物活性天然产物的概述以及专门用于这些结构中远程立体控制的新合成方法和策略的实例。为了更深入地说明问题,我们回顾了几个有启发性的例子,说明这些创新如何应用于四纤维菌素的合成研究。

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